JPS6157308B2 - - Google Patents
Info
- Publication number
- JPS6157308B2 JPS6157308B2 JP4835579A JP4835579A JPS6157308B2 JP S6157308 B2 JPS6157308 B2 JP S6157308B2 JP 4835579 A JP4835579 A JP 4835579A JP 4835579 A JP4835579 A JP 4835579A JP S6157308 B2 JPS6157308 B2 JP S6157308B2
- Authority
- JP
- Japan
- Prior art keywords
- resorcinol
- reaction
- yield
- purity
- mol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 44
- 229960001755 resorcinol Drugs 0.000 claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 12
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims description 11
- 150000007522 mineralic acids Chemical class 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 27
- 238000006243 chemical reaction Methods 0.000 description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 15
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- HXYZNXAJUVMACY-UHFFFAOYSA-N 4-(7-hydroxy-2,4,4-trimethyl-3h-chromen-2-yl)benzene-1,3-diol Chemical compound O1C2=CC(O)=CC=C2C(C)(C)CC1(C)C1=CC=C(O)C=C1O HXYZNXAJUVMACY-UHFFFAOYSA-N 0.000 description 4
- -1 aliphatic ketones Chemical class 0.000 description 3
- DGOKBMAADFCMRY-UHFFFAOYSA-N 4-(2,4-diethyl-7-hydroxy-4-methyl-3h-chromen-2-yl)benzene-1,3-diol Chemical compound O1C2=CC(O)=CC=C2C(CC)(C)CC1(CC)C1=CC=C(O)C=C1O DGOKBMAADFCMRY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- MESKUFUQXGNSBA-UHFFFAOYSA-N 4-(7-hydroxy-3,4-dihydro-2h-chromen-2-yl)benzene-1,3-diol Chemical compound OC1=CC(O)=CC=C1C1OC2=CC(O)=CC=C2CC1 MESKUFUQXGNSBA-UHFFFAOYSA-N 0.000 description 1
- JRLTTZUODKEYDH-UHFFFAOYSA-N 8-methylquinoline Chemical group C1=CN=C2C(C)=CC=CC2=C1 JRLTTZUODKEYDH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- QOLIPNRNLBQTAU-UHFFFAOYSA-N flavan Chemical compound C1CC2=CC=CC=C2OC1C1=CC=CC=C1 QOLIPNRNLBQTAU-UHFFFAOYSA-N 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
Landscapes
- Pyrane Compounds (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4835579A JPS55139375A (en) | 1979-04-18 | 1979-04-18 | Production of hydroxyflavan |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4835579A JPS55139375A (en) | 1979-04-18 | 1979-04-18 | Production of hydroxyflavan |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS55139375A JPS55139375A (en) | 1980-10-31 |
JPS6157308B2 true JPS6157308B2 (xx) | 1986-12-06 |
Family
ID=12801045
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4835579A Granted JPS55139375A (en) | 1979-04-18 | 1979-04-18 | Production of hydroxyflavan |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS55139375A (xx) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62187416U (xx) * | 1986-05-16 | 1987-11-28 | ||
JPS632256U (xx) * | 1986-06-23 | 1988-01-08 | ||
JPH02132354U (xx) * | 1989-03-31 | 1990-11-02 |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6127980A (ja) * | 1984-07-18 | 1986-02-07 | Mitsui Petrochem Ind Ltd | オキシフラバン化合物の製造法 |
DE68927140T2 (de) * | 1988-06-13 | 1997-04-30 | Sumitomo Chemical Co | Photolackzusammensetzung |
JP3232673B2 (ja) * | 1992-08-07 | 2001-11-26 | 住友化学工業株式会社 | 多価フェノール化合物の製造方法 |
JP3528242B2 (ja) | 1994-06-23 | 2004-05-17 | 住友化学工業株式会社 | ヒドロキシフラバン化合物の製造方法 |
JP5087232B2 (ja) * | 2005-04-05 | 2012-12-05 | 保土谷化学工業株式会社 | レゾルシン−メチルエチルケトン−ホルマリン樹脂 |
JP5087231B2 (ja) * | 2005-04-05 | 2012-12-05 | 保土谷化学工業株式会社 | ケトン変性レゾルシンホルマリン樹脂の製造方法 |
-
1979
- 1979-04-18 JP JP4835579A patent/JPS55139375A/ja active Granted
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62187416U (xx) * | 1986-05-16 | 1987-11-28 | ||
JPS632256U (xx) * | 1986-06-23 | 1988-01-08 | ||
JPH02132354U (xx) * | 1989-03-31 | 1990-11-02 |
Also Published As
Publication number | Publication date |
---|---|
JPS55139375A (en) | 1980-10-31 |
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